Tuning the selectivity in iridium-catalyzed acceptorless dehydrogenative coupling of primary alcohols

Tabasi, Nihal; Genç, Sertaç; Gülcemal, Derya

doi:10.1039/d2ob01142e

Cited by 5 publications

(1 citation statement)

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“…Recently, in 2022, Gulcemal and co-workers, 23 developed an N-heterocyclic carbene (NHC)-based iridium complex, Ir-cat. 1 , for acceptorless dehydrogenative coupling of primary alcohols, and desired Guerbet alcohols were obtained in good yield (Scheme 2).…”

Section: Cross-coupling Of Alcoholsmentioning

confidence: 99%

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

Mullick,

Ghosh,

Banerjee

2024

Chem. Commun.

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Section: Cross-coupling Of Alcoholsmentioning

confidence: 99%

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

Mullick,

Ghosh,

Banerjee

2024

Chem. Commun.

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Electrode Development for Electro‐Organic Kolbe–Schmitt C–H Carboxylation of Benzene Using Cu Nanoparticles on Graphene Oxide Modified With MIL‐101 MOF for CO₂ Capture in a DES Electrolyte System

Behrouz,

Banihashemi,

Saadat

et al. 2024

Applied Organom Chemis

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This study focuses on developing an advanced electrode for the electro‐organic Kolbe–Schmitt C–H carboxylation of benzene. The electrode uses copper (Cu) nanoparticles supported on graphene oxide modified with MIL‐101 metal–organic framework (MOF). The MIL‐101 MOF enhances CO2 capture, improving the electrode's efficiency in a deep eutectic solvent (DES) system. The study reports high yields (89%–97%) of synthesized benzoic acids 4(a–l), facilitated by urea/ChCl as a cost‐effective electrolyte, by applying an electric current of 20 mA, in 2 h and at ambient temperature. The innovative electrode design facilitates efficient benzoic acid synthesis, while the use of urea/ChCl as an accessible and cost‐effective electrolyte and solvent enhances the electro‐organic reaction rate. The synthesized benzoic acids were characterized through melting point analysis, 1HNMR spectroscopy, and CHN elemental composition. To assess the electrode's properties, extensive characterization techniques such as XPS, TGA, SEM, EDS, FT‐IR, BET surface area analysis, CV, and FT‐IR were used.

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Synthesis, Structure, and Catalytic Activity of Cyclometalated Iridium Complexes with a Bidentate POC Ligand

Polukeev

2023

Eur J Inorg Chem

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Synthesis, characterization and catalytic activity of cyclometalated iridium complexes with a bidentate POC ligand is presented. Metalation of POC‐H (di‐tert‐butyl(phenoxy)phosphane) with [Ir(COD)Cl]2 proceeded rapidly at room temperature and afforded mixture of (POC)(POC‐H)IrHCl (1a) and (POC)(COD)IrHCl (1b), from which complexes (POC)(L)IrHCl where L = PPh3 (1c), bipyridine (1d) and [2,2'‐bipyridine]‐6,6'‐diol (1e) were prepared through ligand exchange. The compounds were tested in acceptorless dehydrogenation of 1‐phenylethanol and transfer dehydrogenation of ethanol in a context of comparison with pincer counterparts (POCOP)IrHCl and (PCN)IrHCl. An attempt to prepare a dihydride complex from 1e led to dimeric complex [(POC)(bipy‐diol‐)IrH]2 (3) that could explain the low activity of 1e. DFT studies provided insight into POC‐H vs POCOP‐H metalation mechanism.

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Tuning the selectivity in iridium-catalyzed acceptorless dehydrogenative coupling of primary alcohols

Abstract: An acceptorless dehydrogenative coupling of primary alcohols to carboxylic acids/carboxylates, esters, and Guerbet alcohols (via both homo- and cross-β-alkylation of the alcohols) in the presence of an N-heterocyclic carbene iridium(I)...

Cited by 5 publications

References 76 publications

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

Electrode Development for Electro‐Organic Kolbe–Schmitt C–H Carboxylation of Benzene Using Cu Nanoparticles on Graphene Oxide Modified With MIL‐101 MOF for CO₂ Capture in a DES Electrolyte System

Synthesis, Structure, and Catalytic Activity of Cyclometalated Iridium Complexes with a Bidentate POC Ligand

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Tuning the selectivity in iridium-catalyzed acceptorless dehydrogenative coupling of primary alcohols

Abstract: An acceptorless dehydrogenative coupling of primary alcohols to carboxylic acids/carboxylates, esters, and Guerbet alcohols (via both homo- and cross-β-alkylation of the alcohols) in the presence of an N-heterocyclic carbene iridium(I)...

Cited by 5 publications

References 76 publications

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

Electrode Development for Electro‐Organic Kolbe–Schmitt C–H Carboxylation of Benzene Using Cu Nanoparticles on Graphene Oxide Modified With MIL‐101 MOF for CO2 Capture in a DES Electrolyte System

Synthesis, Structure, and Catalytic Activity of Cyclometalated Iridium Complexes with a Bidentate POC Ligand

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Product

Resources

About

Electrode Development for Electro‐Organic Kolbe–Schmitt C–H Carboxylation of Benzene Using Cu Nanoparticles on Graphene Oxide Modified With MIL‐101 MOF for CO₂ Capture in a DES Electrolyte System